Shop Chunky Chelsea Boots Men

Sponsored
$199.00
Men's Legend Chelsea Boot In Black Matte Size 8 By Thursday Boot Company
Thursday Boot Company
$199.00
Men's Legend Chelsea Boot In Black Matte Size 8 By Thursday Boot Company
Thursday Boot Company
$190.00
Men's Cavalier Chelsea Boot In Sandstone Tan Suede - Thursday Boots Size 10 Wide By Thursday Boot Company
Thursday Boot Company
$190.00
Men's Cavalier Chelsea Boot In Sandstone Tan Suede - Thursday Boots Size 10 Wide By Thursday Boot Company
Thursday Boot Company
$56.00
$69.99
ASOS DESIGN Chelsea Boots In Black With Chunky Soles - Black (Size: 11)
ASOS
Free shipping
19% off
$56.00
$69.99
ASOS DESIGN Chelsea Boots In Black With Chunky Soles - Black (Size: 11)
ASOS
$99.95
Steve Madden Men's Highline Chelsea Boot Black Suede 7.5
Amazon.com
249
Free shipping
$99.95
Steve Madden Men's Highline Chelsea Boot Black Suede 7.5
Amazon.com
$329.00
$495.00
Allen Edmonds Grafton Chelsea Boot Boots In Snuff Suede, Size 10.0 3E
Allen Edmonds
33% off
$329.00
$495.00
Allen Edmonds Grafton Chelsea Boot Boots In Snuff Suede, Size 10.0 3E
Allen Edmonds
$120.00
Dr. Martens Unisex-Adult Embury Leather Chelsea Boot
Amazon.com
3K+
Free shipping
$120.00
Dr. Martens Unisex-Adult Embury Leather Chelsea Boot
Amazon.com
$495.00
Allen Edmonds Tanner Chelsea Boot Boots In Tobacco Suede, Size 10.0 D
Allen Edmonds
$495.00
Allen Edmonds Tanner Chelsea Boot Boots In Tobacco Suede, Size 10.0 D
Allen Edmonds
$495.00
Allen Edmonds Liverpool Chelsea Dress Boot Boots In Black Leather, Size 13.0 D
Allen Edmonds
$495.00
Allen Edmonds Liverpool Chelsea Dress Boot Boots In Black Leather, Size 13.0 D
Allen Edmonds
$329.00
$495.00
Allen Edmonds Grafton Chelsea Boot Boots In Grey Suede, Size 9.0 D
Allen Edmonds
33% off
$329.00
$495.00
Allen Edmonds Grafton Chelsea Boot Boots In Grey Suede, Size 9.0 D
Allen Edmonds
$329.00
$495.00
Allen Edmonds Grafton Chelsea Boot Boots In Black Leather, Size 12.0 D
Allen Edmonds
33% off
$329.00
$495.00
Allen Edmonds Grafton Chelsea Boot Boots In Black Leather, Size 12.0 D
Allen Edmonds
$88.70
Dr. Martens Unisex-Adult Embury Leather Chelsea Boot
Amazon.com
2
Free shipping
$88.70
Dr. Martens Unisex-Adult Embury Leather Chelsea Boot
Amazon.com
$96.00
$160.00
Chaco Mens Fields Chelsea Waterproof Boots MAPLEBROWNSUEDE 11.5
BlueZone Sports
117
40% off
$96.00
$160.00
Chaco Mens Fields Chelsea Waterproof Boots MAPLEBROWNSUEDE 11.5
BlueZone Sports
$41.24
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 8 | Boots Chelsea Boots | Memory Foam | Valentine's Day
JCPenney
In store
15
Curbside
$41.24
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 8 | Boots Chelsea Boots | Memory Foam | Valentine's Day
JCPenney
$169.00
L.L.Bean | Men's Portland Boots, Chelsea Classic Black 10.5 M(D), Leather/Rubber
L.L.Bean
Free shipping
$169.00
L.L.Bean | Men's Portland Boots, Chelsea Classic Black 10.5 M(D), Leather/Rubber
L.L.Bean
$495.00
Allen Edmonds Liverpool Chelsea Dress Boot Boots In Chili Leather, Size 7.5 D
Allen Edmonds
$495.00
Allen Edmonds Liverpool Chelsea Dress Boot Boots In Chili Leather, Size 7.5 D
Allen Edmonds
$104.99
$150.00
UGG® Men's Biltmore Chelsea Leather Cold Weather Boots In Brown/, Size 11
Ugg
2K+
30% off
$104.99
$150.00
UGG® Men's Biltmore Chelsea Leather Cold Weather Boots In Brown/, Size 11
Ugg
$159.99
Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Black, Men's Size: 6.5) - Zero Drop Boots
XeroShoes
100-day returns (most items)
$159.99
Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Black, Men's Size: 6.5) - Zero Drop Boots
XeroShoes
$1,300.00
DIOR - Dior Combat Chelsea Boot Black Polished Calfskin - Size 41 - Men
DIOR Couture
30-day returns (most items)
$1,300.00
DIOR - Dior Combat Chelsea Boot Black Polished Calfskin - Size 41 - Men
DIOR Couture
$329.00
$495.00
Allen Edmonds Grafton Chelsea Boot Boots In Brown Leather, Size 10.0 3E
Allen Edmonds
33% off
$329.00
$495.00
Allen Edmonds Grafton Chelsea Boot Boots In Brown Leather, Size 10.0 3E
Allen Edmonds
$495.00
Allen Edmonds Tanner Chelsea Boot Boots In Grey Leather, Size 13.0 D
Allen Edmonds
$495.00
Allen Edmonds Tanner Chelsea Boot Boots In Grey Leather, Size 13.0 D
Allen Edmonds
$349.98
$495.00
Allen Edmonds Liverpool Chelsea Dress Boot Boots In Walnut Brown Leather, Size 10.0 D
Allen Edmonds
29% off
$349.98
$495.00
Allen Edmonds Liverpool Chelsea Dress Boot Boots In Walnut Brown Leather, Size 10.0 D
Allen Edmonds
$140.00
UGG® Men's Neumel Chelsea Suede Classic Boots In Chestnut, Size 10
Ugg
974
$140.00
UGG® Men's Neumel Chelsea Suede Classic Boots In Chestnut, Size 10
Ugg
$495.00
Allen Edmonds Liverpool Chelsea Dress Boot Boots In Polo Brown Suede, Size 10.0 B
Allen Edmonds
$495.00
Allen Edmonds Liverpool Chelsea Dress Boot Boots In Polo Brown Suede, Size 10.0 B
Allen Edmonds
$159.99
Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Dark Brown, Men's Size: 8) - Zero Drop Boots
XeroShoes
100-day returns (most items)
$159.99
Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Dark Brown, Men's Size: 8) - Zero Drop Boots
XeroShoes
$1,400.00
DIOR - Dior Embassy Chelsea Boot Black Calfskin With Patina Finish - Size 42 - Men
DIOR Couture
30-day returns (most items)
$1,400.00
DIOR - Dior Embassy Chelsea Boot Black Calfskin With Patina Finish - Size 42 - Men
DIOR Couture
$118.99
$170.00
UGG® Men's Burleigh Chelsea Suede Boots In Chestnut, Size 7.5
Ugg
30% off
$118.99
$170.00
UGG® Men's Burleigh Chelsea Suede Boots In Chestnut, Size 7.5
Ugg
$104.99
$150.00
UGG® Men's Biltmore Chelsea Suede/Waterproof Cold Weather Boots In Chestnut Suede, Size 11.5
Ugg
1K+
30% off
$104.99
$150.00
UGG® Men's Biltmore Chelsea Suede/Waterproof Cold Weather Boots In Chestnut Suede, Size 11.5
Ugg
$140.00
UGG® Men's Neumel Chelsea Suede Classic Boots In Black, Size 5
Ugg
859
$140.00
UGG® Men's Neumel Chelsea Suede Classic Boots In Black, Size 5
Ugg
$97.99
$140.00
UGG® Men's Neumel Chelsea Suede Classic Boots In Mustard Seed, Size 18
Ugg
30% off
$97.99
$140.00
UGG® Men's Neumel Chelsea Suede Classic Boots In Mustard Seed, Size 18
Ugg
$56.24
$74.99
Vance Co Mens Landon Stacked Heel Chelsea Boots | Black | Regular 10 | Boots Dress Boots | Lightweight|Comfort
JCPenney
25% off
$56.24
$74.99
Vance Co Mens Landon Stacked Heel Chelsea Boots | Black | Regular 10 | Boots Dress Boots | Lightweight|Comfort
JCPenney
$56.25
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots | Brown | Regular 12 | Boots Chelsea Boots
JCPenney
6K+
25% off
$56.25
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots | Brown | Regular 12 | Boots Chelsea Boots
JCPenney
$90.00
$180.00
Men's Leather Dress Chelsea Shoe Chestnut Regular Size 11
Banana Republic Factory
50% off
$90.00
$180.00
Men's Leather Dress Chelsea Shoe Chestnut Regular Size 11
Banana Republic Factory
$45.49
$130.00
Clarks Mens Burchill Up Flat Heel Chelsea Boots | Brown | Regular 10 | Boots Chelsea Boots | Comfort
JCPenney
65% off
$45.49
$130.00
Clarks Mens Burchill Up Flat Heel Chelsea Boots | Brown | Regular 10 | Boots Chelsea Boots | Comfort
JCPenney
$199.95
Men's Wexford Waterproof Chelsea Boots In Weathered Brown, Size: 10 D / Medium By Ariat
Ariat
253
$199.95
Men's Wexford Waterproof Chelsea Boots In Weathered Brown, Size: 10 D / Medium By Ariat
Ariat
$56.25
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots, 12 Medium, Black
JCPenney
5K+
25% off
$56.25
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots, 12 Medium, Black
JCPenney
$56.25
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots Wide Width | Black | Regular 13 | Boots Chelsea Boots | Cushioned|Memory Foam
JCPenney
2K+
25% off
$56.25
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots Wide Width | Black | Regular 13 | Boots Chelsea Boots | Cushioned|Memory Foam
JCPenney
See more
See less
    Some results have been hidden because they may be inaccessible to you.Show inaccessible results
    See more images

    Shop Chunky Chelsea Boots Men

    Sponsored
    $199.00
    Men's Legend Chelsea Boot In Black Matte Size 8 By Thursday Boot Company
    Thursday Boot Company
    $199.00
    Men's Legend Chelsea Boot In Black Matte Size 8 By Thursday Boot Company
    Thursday Boot Company
    $190.00
    Men's Cavalier Chelsea Boot In Sandstone Tan Suede - Thursday Boots Size 10 Wide By Thursday Boot Company
    Thursday Boot Company
    $190.00
    Men's Cavalier Chelsea Boot In Sandstone Tan Suede - Thursday Boots Size 10 Wide By Thursday Boot Company
    Thursday Boot Company
    $56.00
    $69.99
    ASOS DESIGN Chelsea Boots In Black With Chunky Soles - Black (Size: 11)
    ASOS
    Free shipping
    19% off
    $56.00
    $69.99
    ASOS DESIGN Chelsea Boots In Black With Chunky Soles - Black (Size: 11)
    ASOS
    $99.95
    Steve Madden Men's Highline Chelsea Boot Black Suede 7.5
    Amazon.com
    249
    Free shipping
    $99.95
    Steve Madden Men's Highline Chelsea Boot Black Suede 7.5
    Amazon.com
    $329.00
    $495.00
    Allen Edmonds Grafton Chelsea Boot Boots In Snuff Suede, Size 10.0 3E
    Allen Edmonds
    33% off
    $329.00
    $495.00
    Allen Edmonds Grafton Chelsea Boot Boots In Snuff Suede, Size 10.0 3E
    Allen Edmonds
    $120.00
    Dr. Martens Unisex-Adult Embury Leather Chelsea Boot
    Amazon.com
    3K+
    Free shipping
    $120.00
    Dr. Martens Unisex-Adult Embury Leather Chelsea Boot
    Amazon.com
    $495.00
    Allen Edmonds Tanner Chelsea Boot Boots In Tobacco Suede, Size 10.0 D
    Allen Edmonds
    $495.00
    Allen Edmonds Tanner Chelsea Boot Boots In Tobacco Suede, Size 10.0 D
    Allen Edmonds
    $495.00
    Allen Edmonds Liverpool Chelsea Dress Boot Boots In Black Leather, Size 13.0 D
    Allen Edmonds
    $495.00
    Allen Edmonds Liverpool Chelsea Dress Boot Boots In Black Leather, Size 13.0 D
    Allen Edmonds
    $329.00
    $495.00
    Allen Edmonds Grafton Chelsea Boot Boots In Grey Suede, Size 9.0 D
    Allen Edmonds
    33% off
    $329.00
    $495.00
    Allen Edmonds Grafton Chelsea Boot Boots In Grey Suede, Size 9.0 D
    Allen Edmonds
    $329.00
    $495.00
    Allen Edmonds Grafton Chelsea Boot Boots In Black Leather, Size 12.0 D
    Allen Edmonds
    33% off
    $329.00
    $495.00
    Allen Edmonds Grafton Chelsea Boot Boots In Black Leather, Size 12.0 D
    Allen Edmonds
    $88.70
    Dr. Martens Unisex-Adult Embury Leather Chelsea Boot
    Amazon.com
    2
    Free shipping
    $88.70
    Dr. Martens Unisex-Adult Embury Leather Chelsea Boot
    Amazon.com
    $96.00
    $160.00
    Chaco Mens Fields Chelsea Waterproof Boots MAPLEBROWNSUEDE 11.5
    BlueZone Sports
    117
    40% off
    $96.00
    $160.00
    Chaco Mens Fields Chelsea Waterproof Boots MAPLEBROWNSUEDE 11.5
    BlueZone Sports
    $41.24
    $90.00
    St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 8 | Boots Chelsea Boots | Memory Foam | Valentine's Day
    JCPenney
    In store
    15
    Curbside
    $41.24
    $90.00
    St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 8 | Boots Chelsea Boots | Memory Foam | Valentine's Day
    JCPenney
    $169.00
    L.L.Bean | Men's Portland Boots, Chelsea Classic Black 10.5 M(D), Leather/Rubber
    L.L.Bean
    Free shipping
    $169.00
    L.L.Bean | Men's Portland Boots, Chelsea Classic Black 10.5 M(D), Leather/Rubber
    L.L.Bean
    $495.00
    Allen Edmonds Liverpool Chelsea Dress Boot Boots In Chili Leather, Size 7.5 D
    Allen Edmonds
    $495.00
    Allen Edmonds Liverpool Chelsea Dress Boot Boots In Chili Leather, Size 7.5 D
    Allen Edmonds
    $104.99
    $150.00
    UGG® Men's Biltmore Chelsea Leather Cold Weather Boots In Brown/, Size 11
    Ugg
    2K+
    30% off
    $104.99
    $150.00
    UGG® Men's Biltmore Chelsea Leather Cold Weather Boots In Brown/, Size 11
    Ugg
    $159.99
    Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Black, Men's Size: 6.5) - Zero Drop Boots
    XeroShoes
    100-day returns (most items)
    $159.99
    Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Black, Men's Size: 6.5) - Zero Drop Boots
    XeroShoes
    $1,300.00
    DIOR - Dior Combat Chelsea Boot Black Polished Calfskin - Size 41 - Men
    DIOR Couture
    30-day returns (most items)
    $1,300.00
    DIOR - Dior Combat Chelsea Boot Black Polished Calfskin - Size 41 - Men
    DIOR Couture